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PODCAST

Sailing Into Oblivion Podcast

Jerome Rand, Bleav

After my 2012 Thru-hike of the Appalachian Trail, my life was changed forever. The challenge of big adventure had me hooked. I soon set a goal of sailing alone and without stopping around the world. In 2017-18, I did just that! Since then, I have taken my podcast aboard my Westsail32 as well as in my everyday life. The shows are a mix of my own past experiences along with interviews of everyday people that have a seemingly endless number of stories themselves. Support the Podcast on Patreon:

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All Episodes

00:27:04

My Story of the Mighty Sparrow, EP#451

Sailing Into Oblivion Podcast ·

2026/10/03

A Tribute to the Mighty Sparrow, the passing of a true legend.Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Starlink Referral Link: https://starlink.com?referral=RC-DF-13132545-72429-94 Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal: https://www.paypal.com/paypalme/JeromeRand Venmo:https://venmo.com/u/sailingintooblivion Amazon Wishlist:

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00:52:44

Haul-Out Day Made easy! EP#450

Sailing Into Oblivion Podcast ·

2026/09/28

Today we get into a few top tips for the haul-out season for all you boat owners that dread the end of the season's most stressful day. Just a few things that I think will make life a little easier for all parties involved in getting your boat safely from the water to dry landColin's Westsail 32 listing: https://www.facebook.com/share/19jXG6oUaZ/ Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:

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01:32:29

Florida to Maine with Mazi and Teddy, EP#449

Sailing Into Oblivion Podcast ·

2026/09/25

Today I sit down with @washupsailing aka Mazi and Teddy, to talk about how they made the leap to living on a boat and cruising from Florida to Maine! Check out the YouTube Channel and Instagram @washupsailing! Big thanks for sharing you're time and experiences! Fair winds you two, thanks so much!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Starlink Referral

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00:38:19

Yard Monkey Day One, EP#448

Sailing Into Oblivion Podcast ·

2026/09/21

Day one of being back at work and working for the Boatyard! Great to be filthy, tired and ready for many days to come working with the team here at Knight Marine Services, the biggest little boatyard in Maine! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Starlink Referral Link: https://starlink.com?referral=RC-DF-13132545-72429-94 Help fund my next adventure here:

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01:00:23

Back to the Boatyard+Q@A, EP#447

Sailing Into Oblivion Podcast ·

2026/09/14

Sumer is over and all my plans have changed; I'm heading back to the boatyard to work the haul-out season before setting sail south. Plus to questions from listeners.Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Starlink Referral Link: https://starlink.com?referral=RC-DF-13132545-72429-94 Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo:

en

00:38:38

Summer Wrap-up Show, EP#446

Sailing Into Oblivion Podcast ·

2026/09/04

End of summer is here, and we talk about all things from teaching sailing to Starlink review. Thanks for listening!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Starlink Referral Link: https://starlink.com?referral=RC-DF-13132545-72429-94 Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

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00:43:04

Adventures in Small Boat Sailing with Jacob, EP#445

Sailing Into Oblivion Podcast ·

2026/08/27

Today, Jacob and I sit down after a week of sailing on the lovely Walloon Lake here in Northern Michigan. It's been an adventure with ups and downs, good times and storms. Big thanks to Jacob for returning to the show and sharing his experiences. Thanks for listening!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time

en

00:51:57

Systems Checks, Rutherford, and Yard Projects, EP#444

Sailing Into Oblivion Podcast ·

2026/08/23

Today I talk about the yard work, Rutherford's trip being derailed, and systems checks before setting sail. Thanks for listening and thanks for the support!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

en

01:02:09

Crossing the Gulf of Maine, EP#443

Sailing Into Oblivion Podcast ·

2026/08/17

Made it to Maine in just over two days, this is a recap of the trip with the offshore recording added to the end(the audio had a buzz to it, sorry about that). Now it's time to haul Sparrow out and get to work! Thanks for listening.Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo:

en

00:35:22

North to Maine, EP#442

Sailing Into Oblivion Podcast ·

2026/08/13

Time to venture north to Maine, quick update about the passage and my time on Cape Cod. Thanks for listening, offshore recordings coming soon!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Amazon

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00:32:43

Paper Charts, EP#441

Sailing Into Oblivion Podcast ·

2026/08/05

Today I get into some seamanship skills and tools. The recent rescue of a solo sailor in the Pacific is a great case for having some old school tools aboard your vessel.Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

en

01:00:58

Morning Ramble Show, EP#440

Sailing Into Oblivion Podcast ·

2026/07/28

Just a rambling show with no particular subject today, I talk about the search for the next Marina, boat work and future plans. Thanks for listening!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

en

01:01:33

Landfall, Cape Cod EP#439

Sailing Into Oblivion Podcast ·

2026/07/21

We have made landfall! After 8 days at sea and taking everything mother nature could throw at us, we are safely tied to the dock. Today I talk about the last few days of the trip and a bit of a breakdown of the Westsail 32 for anyone considering buying one of these boats. Thanks for listening!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here:

en

01:03:24

Offshore Recordings NC-CC Part Two, EP#438

Sailing Into Oblivion Podcast ·

2026/07/18

It has been a rollercoaster of weather and emotion out here on this trip. The second half is way more positive, so hang in there and thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

en

00:40:34

Offshore NC-CC Part 1, EP#437

Sailing Into Oblivion Podcast ·

2026/07/13

Offshore recordings part one... Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Amazon Wishlist: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book:

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00:51:11

Coast to Coast, Back on Sparrow, EP#436

Sailing Into Oblivion Podcast ·

2026/07/09

We are back from the west coast and gearing up for the sail from North Carolina to Cape Cod. Today we talk about the coaching trip with Oliver, being back on Sparrow and getting ready for our next passage. Thanks for your support! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo:

en

00:43:26

Pirates on the High Seas, EP#435

Sailing Into Oblivion Podcast ·

2026/06/28

Pirates? A question that so many people have asked me about, today I get into the subject and a story from my own experience during the voyage around the world. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

en

01:16:40

Author Julie Gerstenblatt, The Stargazer of Nantucket...

Sailing Into Oblivion Podcast ·

2026/06/23

Today I sat down with Author Julie Gerstenblatt, I am currently diving into her second historical fiction, The Stargazer of Nantucket, and I can hardly put it down! The high sea adventure, characters, and plot have me hooked. It was a pleasure to sit and chat about the great age of sail with Julie, and I hope you will take a peek at both her books and audiobooks. Click here for her website: https://www.juliegerstenblatt.com/ Also check out here Instagram: @juliegerstenblatt Help Support this podcast

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00:57:53

Weather Forecasting and Routing, EP#433

Sailing Into Oblivion Podcast ·

2026/06/19

Today we are talking weather Forecasting and Passage Planning. These days we have all the info at our fingertips but sometimes that can lead to analysis paralysis!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

en

00:27:41

Lord of the Flies, Sailing on Lake Michigan, EP#432

Sailing Into Oblivion Podcast ·

2026/06/11

When the going gets tough, the tough get going! We are back on Lake Michigan and the world seems dead set on tossing everything from weather to swarms of flies right into our path. But we forge forth and ever onward around this great lake! Thanks for listening.Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via

en

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